{(S)-2-[(S)-2-{(S)-2-[(S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-4-methylsulfanyl-butyrylamino]-4-carbamoyl-butyrylamino}-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionylamino}-acetic acid

ID: ALA36402

Chembl Id: CHEMBL36402

PubChem CID: 44281988

Max Phase: Preclinical

Molecular Formula: C40H54N8O9S

Molecular Weight: 822.99

Molecule Type: Protein

Names and Identifiers

Synonyms: L-659874 | CHEMBL36402|L-659874|BDBM50284764|{(S)-2-[(S)-2-{(S)-2-[(S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-4-methylsulfanyl-butyrylamino]-4-carbamoyl-butyrylamino}-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionylamino}-acetic acid

Canonical SMILES:  CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(C)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1ccccc1)C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C40H54N8O9S/c1-23(2)18-31(44-24(3)49)39(56)46-30(16-17-58-4)38(55)45-29(14-15-34(41)50)37(54)48-33(20-26-21-42-28-13-9-8-12-27(26)28)40(57)47-32(36(53)43-22-35(51)52)19-25-10-6-5-7-11-25/h5-13,21,23,29-33,42H,14-20,22H2,1-4H3,(H2,41,50)(H,43,53)(H,44,49)(H,45,55)(H,46,56)(H,47,57)(H,48,54)(H,51,52)/t29-,30-,31-,32-,33-/m0/s1

Standard InChI Key:  FHOAMLLDDSSXRG-ZTTXAYQISA-N

Alternative Forms

1. Parent:

   

   ALA36402

   {(S)-2-[(S)-2-{(S)-2-[(S)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-4-methylsulfanyl-butyrylamino]-4-carbamoyl-butyrylamino}-3-(1H-indol-3-yl)-propionylamino]-3-phenyl-propionylamino}-acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 822.99

Molecular Weight (Monoisotopic): 822.3734

AlogP: 0.66

#Rotatable Bonds: 24

Polar Surface Area: 270.78

Molecular Species: ACID

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.81

CX Basic pKa: ┄

CX LogP: 0.15

CX LogD: -3.11

Aromatic Rings: 3

Heavy Atoms: 58

QED Weighted: 0.06

Np Likeness Score: -0.17

References

1. Horwell DC, Howson W, Naylor D, Wilems HM.  (1995)  The design of polar -turn dipeptide mimetics,  5  (14): [10.1016/0960-894X(95)00254-Q]

Source

Source(1):

• Scientific Literature